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Study on reactivity of five-coordinate bicycloazastannoxides. IV. Michael addition with acrylonitrile

✍ Scribed by Yang Xiao Ping; Shan Wen Juan; Wang Ji Tao

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 161 KB
Volume: 10
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1999)10:4<319::aid-hc10>3.0.co;2-9

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✦ Synopsis

Michael addition of ␣-carbanions

formed from the ␣-amino acids in five-coordinate bicycloazastannoxides (1-6) with acrylonitrile was investigated. Four novel organotin (IV) complexes (7-10) and one new five-membered ␣-amino acid (11) were synthesized, and their structures were characterized by IR, 1 H NMR spectroscopy, MS, and elemental analyses. It has been found that the Michael addition takes place by two paths, 1,2-addition (path A) and cycloaddition (path B), and the ␣and c-carbanion intermediates are involved.

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